Journal of the Korean Industrial and Engineering Chemistry, Vol.10, No.1, 138-142, February, 1999
N-Phenylphthalimide를 포함하는 디아민과 디카르복시산으로 제조된 폴리아라미드-이미드 I.제조와 열적 성질
Polyaramide-Imide from N-Phenylphthalimide-Containing Diamine and Dicarboxylic Acid I. Synthesis and Thermal Properties
초록
Imide 단위를 포함하는 diamine과 dicarboxylic acid 단량체들, N-(4-aminophenyl)-4-aminophthalimide(APAP), N-(4-carboxyphenyl)-4-carboxyphthalimide(CPCP), N,N'-oxydiphenylenebis(4-aminophthalimide)(ODPAP), 그리고 N,N'-oxydiphenylenebis(4-carboxy-phthalimide)(ODPCP)를 합성하였다. 상기 디아민을 포함한 단량체들과 디카르복시산을 포함한 단량체들을 서로 축합반응하여 imide 단위가 교대로 치환된 poly(imide-amide)s를 합성하였다. 또한 imide단위를 포함하는 diamine 단량체들과 terephthaloyl chloride, 그리고 isophthaloyl chloride를 축합하여 poly(imide-amide)s들도 합성하였다. 이렇게 합성된 중합체들은 NMP/LiCl용액에 매우 잘 용해하였으나 그밖에 극성 비양자성 극성 용매인 DMF, DMSO, 그리고 DMAc 등에는 80℃에서도 작은 용해도를 보여주었다. 그밖에 고유점도는 0.18∼0.67 dL/g를 보여주었으며 NMP/LiCl 용액으로부터 단단하고 부서지기 쉬운 막이 형성되었다. 중합체들은 500℃이하에서 유리 전이 온도 및 융점은 관찰되지 않았으며 열 중량 분석에서 10% 중량 감량은 500℃ 부근에서 나타나 우수한 열적 성질을 보여주었다.
Imide-containing diamine and dicarboxylic acid monomers, N-(4-aminophenyl)-4-aminophthalimide(APAP), N-(4-carboxyphenyl)-4-carboxyphthalimide(CPCP), N,N'-oxydiphenylenebis(4-aminophthalimide)(ODPAP) and N,N'-oxydiphenylenebis(4-carboxyphthalimide)(ODPCP) were prepared. Poly(amide-imide)s were prepared by condensation reaction of the diamine and the dicarboxylic acid monomers. Poly(amide-imide)s were also prepared from the diamine monomers and aromatic acid chlorodes such as terephthaloyl chloride and isophthaloyl chloride. The polymers possess inherent viscosity of 0.18∼0.67 dL/g and brittle films were cast from NMP/LiCl solution. The poly(amide-imide)s are easily soluble in NMP/LiCl and also partially soluble in polar aprotic solvents such as DMF, DMSO, NMP and DMAc even at 80℃. DSC traces of polymers showed no glass transition temperature and melting temperature, and TGA traces showed a 10% weight loss at 500℃.
Keywords:Polyaramide-imide;Diamine
- Dickenson BL, Modern Plastic Encyclopedia, McGraw-Hill, New York (1982)
- Allen G, Bevington JC, Comprehensive Polymer Science, Vol. 5, Pergamon Press, London (1989)
- Honore P, Deleens G, Marechal E, Eur. Polym. J., 16, 909 (1980)
- Friedrich K, Rieser J, Angew. Chem.-Int. Edit., 15, 261 (1976)
- Kricheldorf HR, Hunter R, Makromol. Chem. Rapid Commun., 11, 211 (1990)
- Kurita K, Matsuda S, Makromol. Chem., 184, 1223 (1983)
- Kricheldorf HR, Schwarz G, De la Abazo J, De Campa J, Makromol. Chem., 191, 537 (1990)
- Kricheldorf HR, Doring V, Eckhardt V, Makromol. Chem., 189, 1425 (1988)
- Kricheldorf HR, Nowatzky W, Schwarz G, Polymer, 30, 936 (1989)
- Kricheldorf HR, Domschke A, Schwarz G, Macromolecules, 24, 1011 (1991)
- Hsiao SH, Yang CP, J. Polym. Sci. A: Polym. Chem., 28, 1149 (1990)
- Hsiao SH, Yang CP, J. Polym. Sci. A: Polym. Chem., 28, 2169 (1990)
- Kurita K, Itoh H, Iwakura Y, J. Polym. Sci. A: Polym. Chem., 16, 779 (1978)